(3R,4R)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenyl-ethyl)-methylcarbamoyl]-3,4-diphenyl-butyric acid methyl ester

Base Information

Chemical Name:(3R,4R)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenyl-ethyl)-methylcarbamoyl]-3,4-diphenyl-butyric acid methyl ester
CAS No.:440370-37-6
Molecular Formula:C₂₈H₃₁NO₄
Molecular Weight:445.558
Hs Code.:

Synonyms:(3R,4R)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenyl-ethyl)-methylcarbamoyl]-3,4-diphenyl-butyric acid methyl ester

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Chemical Property of (3R,4R)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenyl-ethyl)-methylcarbamoyl]-3,4-diphenyl-butyric acid methyl ester

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Technology Process of (3R,4R)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenyl-ethyl)-methylcarbamoyl]-3,4-diphenyl-butyric acid methyl ester

There total 4 articles about (3R,4R)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenyl-ethyl)-methylcarbamoyl]-3,4-diphenyl-butyric acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

: 103-26-4,1754-62-7
Methyl cinnamate

: 440370-33-2
N-((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-N-methyl-2-phenylacetamide

: 440370-37-6
(3R,4R)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenyl-ethyl)-methylcarbamoyl]-3,4-diphenyl-butyric acid methyl ester

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.666667h;
DOI:10.1021/ol0259847

Reference yield:

: 103-26-4,1754-62-7
Methyl cinnamate

: 440370-33-2
N-((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-N-methyl-2-phenylacetamide

: 440370-37-6
(3R,4R)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenyl-ethyl)-methylcarbamoyl]-3,4-diphenyl-butyric acid methyl ester

: (3R,4S)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenylethyl)methylcarbamoyl]-3,4-diphenylbutyric acid methyl ester

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.666667h; Title compound not separated from byproducts;
DOI:10.1021/jo035564a

Reference yield:

: 321-97-1,7009-81-6,90-83-5,6912-63-6
(1R,2R)-pseudoephedrine

: 440370-37-6
(3R,4R)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenyl-ethyl)-methylcarbamoyl]-3,4-diphenyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: aq. NaOH / isopropyl acetate / 16 h / 0 °C

2: lithium bis(trimethylsilyl)amide; LiCl / tetrahydrofuran / 0.67 h / -78 °C

With sodium hydroxide; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; Isopropyl acetate; 2: Michael addition;
DOI:10.1021/jo035564a